Teekyuu, Poputepipikku Recommendations
Extremely random comedy 100% of the time. Doesn't focus on references as much as Poputepipikku. Also, unlike Poputepipikku, there is a established timeline and past events are mentioned. However it keeps being highly dense and 'immediate', you don't need to keep track of a storyline.
Teekyuu is a great hidden gem that fans of Poputepipikku are likely to enjoy.
Although one is Reddit the anime, and the other is a giant sports themed shitpost, they both have enough absurd comedy and just overall randomness that you could get a kick out of them.